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Glycidyl Methacrylate: History
Please note this is an old version of this entry, which may differ significantly from the current revision.
Contributor: Jack Zhong

Glycidyl Methacrylate is a methacrylate monomer carrying a pendant epoxide ring, which makes it a handle for both radical polymerisation and post-polymerisation epoxy chemistry [1]. Grafted from cellulose by RAFT-mediated polymerisation, it installs epoxy groups on the polysaccharide backbone [1]. Grafting poly(glycidyl methacrylate) onto alumina particles and crosslinking the chains raises the thermal conductivity of the resulting epoxy composite [2]. Combining atom transfer radical polymerisation with anionic ring-opening polymerisation converts the epoxide into a polyether block, giving poly(glycidyl methacrylate)-g-dimethylsiloxane [3]. Melt grafting onto polypropylene is moderated by tea polyphenols, which limit radical side reactions [4]. Statistical, gradient and block copolymers with alkyl methacrylates have been prepared by nitroxide-mediated polymerisation, fixing the epoxide content per chain [5].

  • epoxide monomer
  • epoxy resin
  • grafting
  • raft polymerization
  • compatibilizer
  • functional monomer

References

  1. Barsbay, M.; Kodama, Y.; Güven, O.; Functionalization of cellulose with epoxy groups via γ-initiated RAFT-mediated grafting of glycidyl methacrylate. Cellulose 2014, 21, 4067-4079, 10.1007/s10570-014-0416-y.
  2. Lee, W.; Wie, J.; Kim, J.; Enhancement of thermal conductivity of alumina/epoxy composite using poly(glycidyl methacrylate) grafting and crosslinking. Ceramics International 2021, 47, 18662-18668, 10.1016/j.ceramint.2021.03.198.
  3. Satti, A.J.; Murano, P.I.R.; Pérez, C.J.; Freitas, A.; Giacomelli, C.; Ciolino, A.E.; Anionic ring‐opening polymerization following atom transfer radical polymerization: Poly(glycidyl methacrylate‐ g ‐dimethylsiloxane) obtained by “ grafting from ” strategy. Polymer Engineering & Science 2025, 65, 1424-1432, 10.1002/pen.27094.
  4. Zheng, X.; He, L.; Yu, G.; Li, Y.; Effect of Tea Polyphenols on the Melt Grafting of Glycidyl Methacrylate onto Polypropylene. Polymers 2022, 14, 5253, 10.3390/polym14235253.
  5. Tajbakhsh, S.; Hajiali, F.; Marić, M.; Epoxy-based triblock, diblock, gradient and statistical copolymers of glycidyl methacrylate and alkyl methacrylates by nitroxide mediated polymerization. Reactive and Functional Polymers 2021, 167, 105008, 10.1016/j.reactfunctpolym.2021.105008.
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